IP Library Granted Patent US 7,750,072
Granted Patent B2
US 7,750,072 · App. 11/604,546 · Granted Jul 6, 2010

Lowered exotherm thermoset compositions

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Quick Facts
Patent No.
US 7,750,072
App. No.
11/604,546
Granted
Jul 6, 2010
Kind
B2
Abstract

The present invention provides compositions such as a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting made from a thermosetting polymer chosen from vulcanized rubbers, polyoxybenzylmethylen-glycolanhydride (“Bakelite”), novolac resins, resole phenolic resins, duroplast, bismaleimide resins, polyimide resins, melamine, acrylic resins, polyester resins, cyanate ester resins, phenolic triazine resins, paracyclophane resins and epoxy resins and at least one phase change material (“PCM”). The compositions of the present invention have a lowered exotherm compared to compositions made from the same thermosetting polymer without the addition of a phase change material. Also provided are improved processes for producing the inventive compositions.

Claims (21)

1. One of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting comprising a composition comprising:

a thermosetting polymer selected from the group consisting of vulcanized rubbers, polyoxybenzylmethylen-glycolanhydride (“Bakelite”), novolac resins, resole phenolic resins, duroplast, bismaleimide resins, polyimide resins, melamine, acrylic resins, polyester resins, cyanate ester resins, phenolic triazine resins, paracyclophane resins and epoxy resins; and

at least one phase change material (“PCM”) selected from the group consisting of acrylonitrile butadiene styrene, acrylic, celluloid, cellulose acetate, ethylene-vinyl acetate, ethylene vinyl alcohol, polytetrafluoroethyelene, tetrafluorethylene-perfluorpropylene, perfluoroalkoxy, chlorotrifluoroethylene, ethylene-chlorotrifluoro-ethylene, ethylenetetrafluoroethylene, ionomers, liquid crystal polymer, polyacetal, polyacrylates, polyacrylonitrile, polyamide, polyamide-imide, polyaryletherketone, polybutadiene, polybutylene terephthalate, polyethylene terephthalate, polycyclohexylene dimethylene terephthalate, polycarbonate, polyhydroxyalkanoates, polyketone, polyester, polyetheretherketone, polyetherimide, polyethersulfone, polyethylenechlorinates, polyimide, polylactic acid, polymethylpentene, polyphenylene oxide, polyphenylene sulfide, polyphthalamide, polystyrene, polysulfone, polyvinyl chloride, crystalline fatty acids, crystalline fatty acid salts, crystalline fatty acid esters, crystalline olefins, crystalline alcohols, crystalline alicyclic hydrocarbons, crystalline aromatic hydrocarbons, crystalline aromatic acids, crystalline aromatic esters, crystalline aromatic acid salts, crystalline heterocyclic hydrocarbons, crystalline substituted phenols, crystalline amides, crystalline hydrocarbon ethers, crystalline nitro hydrocarbons and mixtures thereof.

2. The one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting according to claim 1 , wherein the at least one phase change material (“PCM”) is high density polyethylene (“HDPE”) or a copolymer of ethylene and butene-1.

3. The one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting according to claim 1 , wherein the phase change material (“PCM”) comprises from about 0.5% to greater than about 30% by weight, based on the weight of the thermosetting polymer.

4. The one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting according to claim 1 , wherein the phase change material (“PCM”) comprises from about 0.5% to about 50% by weight, based on the weight of the thermosetting polymer.

5. The one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting according to claim 1 further including one or more of a surfactant, compatibilizer, dispersant and wetting agent.

6. In a process for the production of one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting from a thermosetting polymer, the improvement comprising lowering the exotherm of the polymer selected from the group consisting of vulcanized rubbers, polyoxybenzyl-methylenglycolanhydride (“Bakelite”), novolac resins, resole phenolic resins, duroplast, bismaleimide resins, polyimide resins, melamine, acrylic resins, polyester resins, cyanate ester resins, phenolic triazine resins, paracyclophane resins and epoxy resins by combining the polymer with at least one phase change material (“PCM”) selected from the group consisting of acrylonitrile butadiene styrene, acrylic, celluloid, cellulose acetate, ethylene-vinyl acetate, ethylene vinyl alcohol, polytetrafluoroethyelene, tetrafluorethylene-perfluorpropylene, perfluoroalkoxy, chlorotrifluoroethyene, ethylene-chlorotrifluoro-ethylene, ethylenetetrafluoroethylene, ionomers, liquid crystal polymer, polyacetal, polyacrylates, polyacrylonitrile, polyamide, polyamide-imide, polyaryletherketone, polybutadiene, polybutylene terephthalate, polyethylene terephthalate, polycyclohexylene dimethylene terephthalate, polycarbonate, polyhydroxyalkanoates, polyketone, polyester, polytheretherketone, polyetherimide, polyethersulfone, polyethylenechlorinates, polyimide, polylactic acid, polymethylpentene, polyphenylene oxide, polyphenylene sulfide, polyphthalamide, polystyrene, polysulfone, polyvinyl chloride, crystalline fatty acids, crystalline fatty acid salts, crystalline fatty acid esters, crystalline olefins, crystalline alcohols, crystalline alicyclic hydrocarbons, crystalline aromatic hydrocarbons, crystalline aromatic acids, crystalline aromatic esters, crystalline aromatic acid salts, crystalline heterocyclic hydrocarbons, crystalline substituted phenols, crystalline amides, crystalline hydrocarbon ethers, crystalline nitro hydrocarbons and mixtures thereof.

7. The process according to claim 6 , wherein the organic particulate is a high density polyethylene (“HDPE”) or a copolymer of ethylene and butene-1.

8. The process according to claim 6 , wherein the phase change material (“PCM”) comprises from about 0.5% to greater than about 30% by weight, based on the weight of the thermosetting polymer.

9. The process according to claim 6 , wherein the phase change material (“PCM”) comprises from about 0.5% to about 50% by weight, based on the weight of the thermosetting polymer.

10. The process according to claim 6 , wherein the one of a polymer grout, a molded plastic part, a void-filling plastic material, a concrete-anchoring material and a polymeric casting further includes one or more of a surfactant, compatibilizer, dispersant and wetting agent.

11. A composition comprising:

a thermosetting polymer selected from the group consisting of vulcanized rubbers, polyoxybenzylmethylen-glycolanhydride (“Bakelite”), novolac resins, resole phenolic resins, duroplast, bismaleimide resins, polyimide resins, melamine, acrylic resins, polyester resins, cyanate ester resins, phenolic triazine resins, paracyclophane resins and epoxy resins; and

at least one phase change material (“PCM”) selected from the group consisting of acrylonitrile butadiene styrene, acrylic, celluloid, cellulose acetate, ethylene-vinyl acetate, ethylene vinyl alcohol, polytetrafluoroethyelene, tetrafluorethylene-perfluorpropylene, perfluoroalkoxy, chlorotrifluoroethylene, ethylene-chlorotrifluoro-ethylene, ethylenetetrafluoroethylene, ionomers, liquid crystal polymer, polyacetal, polyacrylates, polyacrylonitrile, polyamide, polyamide-imide, polyaryletherketone, polybutadiene, polybutylene terephthalate, polyethylene terephthalate, polycyclohexylene dimethylene terephthalate, polycarbonate, polyhydroxyalkanoates, polyketone, polyester, polyetheretherketone, polyetherimide, polyethersulfone, polyethylenechlorinates, polyimide, polylactic acid, polymethylpentene, polyphenylene oxide, polyphenylene sulfide, polyphthalamide, polystyrene, polysulfone, polyvinyl chloride, crystalline fatty acid, crystalline fatty acid salts, crystalline fatty acid esters, crystalline olefins, crystalline alcohols, crystalline alicyclic hydrocarbons, crystalline aromatic hydrocarbons, crystalline aromatic acids, crystalline aromatic esters, crystalline aromatic acid salts, crystalline heterocyclic hydrocarbons, crystalline substituted phenols, crystalline amides, crystalline hydrocarbon ethers, crystalline nitro hydrocarbons and mixtures thereof.

12. The composition according to claim 11 , wherein the at least one phase change material (“PCM”) is high density polyethylene (“HDPE”) or a copolymer of ethylene and butene-1.

13. The composition according to claim 11 , wherein the phase change material (“PCM”) comprises from about 0.5% to greater than about 30% by weight, based on the weight of the thermosetting polymer.

14. The composition according to claim 11 , wherein the phase change material (“PCM”) comprises from about 0.5% to about 50% by weight, based on the weight of the thermosetting polymer.

15. The composition according to claim 11 further including one or more of a surfactant, compatibilizer, dispersant and wetting agent.

16. In a process for one of hand lay-up, spray-up, vacuum bag molding, pressure bag molding, autoclave molding, resin-transfer molding, cold press molding, reaction injection molding (“RIM”), compression molding, injection molding, pultrusion and filament winding, the improvement comprising including the composition according to claim 11 .

17. In a process for cure in place pipe repair, the improvement comprising including the composition according to claim 11 .

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Sep 27, 2022
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: DE NEEF CONSTRUCTION CHEMICALS (US) INC.; VERIFI LLC; GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 061553/0521 →
SECURITY INTEREST Recorded Mar 7, 2016
From: DE NEEF CONSTRUCTION CHEMICALS (US) INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 037902/0827 →
CHANGE OF NAME Recorded Oct 16, 2015
From: BAYER MATERIALSCIENCE LLC
To: COVESTRO LLC
Reel/Frame 036876/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 27, 2006
From: THOMPSON-COLON, JAMES A.; ISKE, BRIAN
To: BAYER MATERIALSCIENCE LLC; DE NEEF CONSTRUCTION CHEMICALS, INC.
Reel/Frame 018622/0285 →